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Chapter 28: Question 28.56 (page 1149)

Which d-aldopentoses are reduced to optically inactive alditols using NaBH4,CH3OH?

Short Answer

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Answer

D-ribose and D-xylose are the two d-aldopentose that reduce to optically inactive alditols usingNaBH4,CH3OH .

Step by step solution

01

Optically inactive compound

The compound is inactive which means it is incapable of rotation of the plane-polarized light of plane, i.e., achiral compound. Aldopentose is a type of sugar that contains the aldehyde group.

02

D-ribose

D-ribose treated with NaBH4 followed by CH3OHforms a compound which forms an optically inactive alditol.

Reduction of D-ribose to optically inactive alditol

03

D-xylose

D-xylose treated with NaBH4 followed byCH3OH forms a compound which forms an optically inactive alditol.

Reduction of D-xylose to optically inactive alditol

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Most popular questions from this chapter

Drawthe structure of:

(a) a polysaccharide formed by joining d-mannose units in 1鈫�4-尾-glycosidic linkages;

(b) a polysaccharide formed by joining d-glucose units in 1鈫�6-伪-glycosidic linkages.

The polysaccharide in (b) is dextran, a component of dental plaque.

Draw a Fischer projection of the monosaccharide from which each of the following glycosides was prepared.

Convert each ball-and-stick model to a Fischer projection.

(a.)

(b.)

Classify each compound as a reducing or nonreducing sugar.

(a.)

(b.)

(c.)

(a) Draw the more stable chair form of fucose, an essential monosaccharide needed in the diet and a component of carbohydrates on mammalian and plant cell surfaces. (b) Classify fucose as a D- or L-monosaccharide. (c) What two structural features are unusual in fucose?
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